Cowboy Boots

Which Cowboy Boots Are Right For You?

Nothing is more versatile than a pair of cowboy boots. With so many choices in color, leather, shaft and heel height, insole technology and outsole design and material it is no longer necessary to choose between style and function when it comes to boots. Today's bootmakers like Ariat, Justin and Tony Lama are masters at combining the traditional style of cowboy boots with today's technology to produce boots that both look and feel great. There's a reason cowboy boots have remained popular for over a hundred years – they are comfortable, durable and practical as well as being a classic style that never looks dated. Whether you are looking for a pair of boots to wear out on the road or out on the ranch, under jeans or under a suit, you will find the perfect style here at Head West Outfitters. Our great brands have even extended their knowledge to the world of workboots to provide excellent quality lace up, pull on, steel and regular toe boots to suit any working man's needs. Whether they ride bulls, horses, or motorcycles, drive a truck, an SUV or even a Prius, more and more men are choosing the comfort and durability of cowboy boots over any other footwear.

Displaying products 1 - 40 of 313 results
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Tony Lama Men's 3R Walnut Bridle Stockman Cowboy Boot
Tony Lama Men's 3R Walnut Bridle Stockman Cowboy Boot
MSRP: $181.95
You Save: $18.19
Price: $163.76
Tony Lama Men's 3R Walnut Bridle Stockman Cowboy Boot
Laredo Men's Key West Python Cowboy Boots
Laredo Men's Key West Python Cowboy Boots
MSRP: $284.95
You Save: $14.25
Price: $270.70
Laredo Men's Key West Python Cowboy Boots
Justin Men's Old Map Cowboy Boots
Justin Men's Old Map Cowboy Boots
MSRP: $220.95
You Save: $22.09
Price: $198.86
Justin Men's Old Map Cowboy Boots
Justin Men's Rugged Tan Gaucho Workboots
Justin Men's Rugged Tan Gaucho Workboots
MSRP: $224.95
You Save: $22.49
Price: $202.46
Justin Men's Rugged Tan Gaucho Workboots
Dan Post Men's Denver Caiman Cowboy Boots
Dan Post Men's Denver Caiman Cowboy Boots
MSRP: $459.95
You Save: $23.00
Price: $436.95
Dan Post Men's Denver Caiman Cowboy Boots
Dan Post Men's Chandler Full Quill Ostrich Cowboy Boots
Dan Post Men's Chandler Full Quill Ostrich Cowboy Boots
MSRP: $419.95
You Save: $21.00
Price: $398.95
Dan Post Men's Chandler Full Quill Ostrich Cowboy Boots
Corral Circle G Men's Smooth Quill Ostrich Black Cowboy Boot
Corral Circle G Men's Smooth Quill Ostrich Black Cowboy Boot
MSRP: $219.95
You Save: $6.60
Price: $213.35
Corral Circle G Men's Smooth Quill Ostrich Black Cowboy Boot
Justin Men's 1879 Barnwood Brown Cowboy Boot
Justin Men's 1879 Barnwood Brown Cowboy Boot
MSRP: $213.95
You Save: $21.39
Price: $192.56
Justin Men's 1879 Barnwood Brown Cowboy Boot
Corral Men's Cord Stitch Black Cherry Cowboy Boots
MSRP: $226.95
You Save: $6.81
Price: $220.14
Corral Men's Cord Stitch Black Cherry Cowboy Boots
Corral Men's Whisky Goat Inlay Brown Cowboy Boots
Corral Men's Whisky Goat Inlay Brown Cowboy Boots
MSRP: $252.95
You Save: $7.59
Price: $245.36
Corral Men's Whisky Goat Inlay Brown Cowboy Boots
Justin Men's Waterproof Realtree Xtra Cowboy Boots
Justin Men's Waterproof Realtree Xtra Cowboy Boots
MSRP: $147.95
You Save: $14.79
Price: $133.16
Justin Men's Waterproof Realtree Xtra Cowboy Boots
Lucchese Men's Roper Lone Star Black Cowboy Boots
Lucchese Men's Roper Lone Star Black Cowboy Boots
MSRP: $299.95
You Save: $9.00
Price: $290.95
Lucchese Men's Roper Lone Star Black Cowboy Boots
Lucchese Men's Ranch Hand Tan Cowboy Boots
Lucchese Men's Ranch Hand Tan Cowboy Boots
MSRP: $349.95
You Save: $10.50
Price: $339.45
Lucchese Men's  Ranch Hand Tan Cowboy Boots
Lucchese Men's Sanded Shark Skin Brown Cowboy Boots
Lucchese Men's Sanded Shark Skin Brown Cowboy Boots
MSRP: $459.95
You Save: $13.80
Price: $446.15
Lucchese Men's Sanded Shark Skin Brown Cowboy Boots
Lucchese Men's Saddle Vamp Lizard Black Cherry Cowboy Boots
Lucchese Men's Saddle Vamp Lizard Black Cherry Cowboy Boots
MSRP: $479.95
You Save: $14.40
Price: $465.55
Lucchese Men's Saddle Vamp Lizard Black Cherry Cowboy Boots
Lucchese Men's Old Nugget Lizard Tan Cowboy Boots
Lucchese Men's Old Nugget Lizard Tan Cowboy Boots
MSRP: $479.95
You Save: $14.40
Price: $465.55
Lucchese Men's Old Nugget Lizard Tan Cowboy Boots
Lucchese Men's Madras Goat Roper Brown Cowboy Boots
Lucchese Men's Madras Goat Roper Brown Cowboy Boots
MSRP: $349.95
You Save: $10.50
Price: $339.45
Lucchese Men's Madras Goat Roper Brown Cowboy Boots
Lucchese Men's Laced Mad Dog Goat Anthracite Cowboy Boots
Lucchese Men's Laced Mad Dog Goat Anthracite Cowboy Boots
MSRP: $379.95
You Save: $11.40
Price: $368.55
Lucchese Men's Laced Mad Dog Goat Anthracite Cowboy Boots
Lucchese Men's Madras Goat Black Cowboy Boots
Lucchese Men's Madras Goat Black Cowboy Boots
MSRP: $359.95
You Save: $10.80
Price: $349.15
Lucchese Men's Madras Goat Black Cowboy Boots
Lucchese Mens Madras Goat Chocolate Brown Cowboy Boots
Lucchese Men's Madras Goat Chocolate Brown Cowboy Boots
MSRP: $359.95
You Save: $10.80
Price: $349.15
Lucchese Men's Madras Goat Chocolate Brown Cowboy Boots
Lucchese Men's Mad Dog Goatskin Tan PT Cowboy Boots
Lucchese Men's Mad Dog Goatskin Tan PT Cowboy Boots
MSRP: $359.95
You Save: $10.80
Price: $349.15
Lucchese Men's Mad Dog Goatskin Tan PT Cowboy Boots
Lucchese Men's Ranch Hand Black Cowboy Boots
Lucchese Men's Ranch Hand Black Cowboy Boots
MSRP: $349.95
You Save: $10.50
Price: $339.45
Lucchese Men's Ranch Hand Black Cowboy Boots
Lucchese Men's Smooth Ostrich Cigar Brown Cowboy Boots
Lucchese Men's Smooth Ostrich Cigar Brown Cowboy Boots
MSRP: $339.95
You Save: $10.20
Price: $329.75
Lucchese Men's Smooth Ostrich Cigar Brown Cowboy Boots
Lucchese Men's Caiman Crocodile Belly Sienna Brown Cowboy Boots
Lucchese Men's Caiman Crocodile Belly Sienna Brown Cowboy Boots
MSRP: $709.95
You Save: $21.30
Price: $688.65
Lucchese Men's Caiman Crocodile Belly Sienna Brown Cowboy Boots
Lucchese Men's Oiled Calfskin Red Oklahoma Cowboy Boots
Lucchese Men's Oiled Calfskin Red Oklahoma Cowboy Boots
MSRP: $299.95
You Save: $9.00
Price: $290.95
Lucchese Men's Oiled Calfskin Red Oklahoma Cowboy Boots
Lucchese Men's Lonestar Calfskin Brown Cowboy Boots
Lucchese Men's Lonestar Calfskin Brown Cowboy Boots
MSRP: $319.95
You Save: $9.60
Price: $310.35
Lucchese Men's Lonestar Calfskin Brown Cowboy Boots
Lucchese Mens Lonestar Calfskin Black Cherry Cowboy Boots
Lucchese Men's Lonestar Calfskin Black Cherry Cowboy Boots
MSRP: $319.95
You Save: $9.60
Price: $310.35
Lucchese Men's Lonestar Calfskin Black Cherry Cowboy Boots
Lucchese Men's Ranch Hand Calfskin Tan Cowboy Boots
Lucchese Men's Ranch Hand Calfskin Tan Cowboy Boots
MSRP: $339.95
You Save: $10.20
Price: $329.75
Lucchese Men's Ranch Hand Calfskin Tan Cowboy Boots
Lucchese Men's Hornback Caiman Crocodile Tan Cowboy Boots
Lucchese Men's Hornback Caiman Crocodile Tan Cowboy Boots
MSRP: $539.95
You Save: $16.20
Price: $523.75
Lucchese Men's Hornback Caiman Crocodile Tan Cowboy Boots
Lucchese Mens Cigar Brown Smooth Ostrich Ruby Red Cowboy Boots
Lucchese Men's Cigar Brown Smooth Ostrich Ruby Red Cowboy Boots
MSRP: $339.95
You Save: $10.20
Price: $329.75
Lucchese Men's Cigar Brown Smooth Ostrich Ruby Red Cowboy Boots
Lucchese Men's Lone Star Calfskin Black Cowboy Boots
Lucchese Men's Lone Star Calfskin Black Cowboy Boots
MSRP: $319.95
You Save: $9.60
Price: $310.35
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Lucchese Men's Lone Star Calfskin Black Cowboy Boots
Lucchese Men's Hornback Caiman Crocodile Black Cowboy Boots
Lucchese Men's Hornback Caiman Crocodile Black Cowboy Boots
MSRP: $539.95
You Save: $16.20
Price: $523.75
Lucchese Men's Hornback Caiman Crocodile Black Cowboy Boots
Lucchese Men's Hornback Caiman Crocodile Cigar Brown Cowboy Boots
Lucchese Men's Hornback Caiman Crocodile Cigar Brown Cowboy Boots
MSRP: $539.95
You Save: $16.20
Price: $523.75
Lucchese Men's Hornback Caiman Crocodile Cigar Brown Cowboy Boots
Justin Mens Realtree Camo Waterproof Square Toe Boots
Justin Mens Realtree Camo Waterproof Square Toe Boots
MSRP: $154.95
You Save: $15.49
Price: $139.46
Justin Mens Realtree Camo Waterproof Square Toe Boots
Ariat Men's Quickdraw Brown Oiled Rowdy Brown And Camo Cowboy Boots
Ariat Men's Quickdraw Brown Oiled Rowdy Brown And Camo Cowboy Boots
MSRP: $234.95
You Save: $18.80
Price: $216.15
Ariat Men's Quickdraw Brown Oiled Rowdy Brown And Camo Cowboy Boots
Ariat Men's Hybrid Rancher Brown/ Tru Timber Cowboy Boots
Ariat Men's Hybrid Rancher Brown/ Tru Timber Cowboy Boots
MSRP: $179.95
You Save: $14.40
Price: $165.55
Ariat Men's Hybrid Rancher Brown/ Tru Timber Cowboy Boots
riat Men's Hybrid Lacer Distressed Brown Work Boots
Ariat Men's Hybrid Lacer Distressed Brown Work Boots
MSRP: $169.95
You Save: $13.60
Price: $156.35
Ariat Men's Hybrid Lacer Distressed Brown Work Boots
Ariat-Men's-Heritage-Stockman-Black-Deertan-Black-Cowboy-Boots
Ariat Men's Heritage Stockman Black Deertan Black Cowboy Boots
MSRP: $184.95
You Save: $14.80
Price: $170.15
Ariat Men's Heritage Stockman Black Deertan Black Cowboy Boots
Ariat-Men's-Rambler-Work-Earth-and-Bone-Cowboy-Boots
Ariat Men's Rambler Work Earth and Bone Cowboy Boots
MSRP: $189.95
You Save: $15.20
Price: $174.75
Ariat Men's Rambler Work Earth and Bone Cowboy Boots
Justin Men's Corona Black Western Cowboy Boots
Justin Men's Corona Black Western Cowboy Boots
MSRP: $189.95
You Save: $18.99
Price: $170.96
Justin Men's Corona Black Western Cowboy Boots
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